To synthesize 5 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors.
These compunds were ranked 153-157 in the DEXP014-V1B file from D-EXP014.
Procedure
As described in Explan005
500 ul of methanol was used.
All results are recorded in the Master Table of all Ugi synthesis attempts
Exp 143a and 143c required phenanthrene-9-carboxaldehyde. The compound that was used was a liquid, but it should have been a solid. HNMR spectra need to be taken for the existing liquid sample and the newly purchased sample from Sigma-Aldrich. From the image it does not look like there is a precipitate for 143e - if there was it should have been isolated by centrifuging.
Conclusion
The phenanthrene-9-carboxaldehyde batch was bad by NMR, and experiment 143a and 143c must be done again using the new compound.
Log
2007-11-7
18:40 Began to weight out crotonic acid for comp 143a.
18:55 Finished comp 143a and began to weigh out 3-nitrobenzoic acid and tosylmethylisocyanide for comp 143b.
19:12 Finished with comp 143b and began to weigh out crotonic acid for comp 143c.
19:25 Finished with comp 143c and began to weigh out tosylmethylisocyanide and 4-chlorophenylacetic acid for comp 143d.
19:40 Finished with comp 143d and began to weigh out 2-methoxynaphthaldehyde, glycolic acid and tosylmethylisocyanide for comp 143e.
19:55 Finished comp 143e and took a picture of the 5 vials. no log of when second pic was taken
Objective
To synthesize 5 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors.These compunds were ranked 153-157 in the DEXP014-V1B file from D-EXP014.
Procedure
As described in Explan005500 ul of methanol was used.
(0.25mmol, 45.05 ul)
(0.25mmol, 37.07 ul)
(0.25 mmol, 21.52 mg)
(0.25 mmol, 28.28 ul)
(0.25mmol, 25.39ul)
(0.25 mmol, 25.00 ul),
(0.25mmol, 41.78 mg)
(0.25mmol, 48.8mg)
(0.25mmol, 45.05 ul)
(0.25 mmol, 26.79 ul)
(0.25 mmol, 21.52 mg)
(0.25 mmol, 28.28 ul)
(0.25 mmol, 30.04 ul)
(0.25 mmol, 20.55 ul)
(0.25 mmol, 42.65 mg)
(0.25mmol, 48.8mg)
(0.25 mmol, 46.55 mg)
(0.25 mmol, 26.27 ul)
0.25 mmol, 19.01 mg)
(0.25mmol, 48.8mg)
Results
Image of the five vials from the first day.
Image of experiment 143 from the second day.
Discussion
All results are recorded in the Master Table of all Ugi synthesis attemptsExp 143a and 143c required phenanthrene-9-carboxaldehyde. The compound that was used was a liquid, but it should have been a solid. HNMR spectra need to be taken for the existing liquid sample and the newly purchased sample from Sigma-Aldrich. From the image it does not look like there is a precipitate for 143e - if there was it should have been isolated by centrifuging.
Conclusion
The phenanthrene-9-carboxaldehyde batch was bad by NMR, and experiment 143a and 143c must be done again using the new compound.Log
2007-11-7
18:40 Began to weight out crotonic acid for comp 143a.18:55 Finished comp 143a and began to weigh out 3-nitrobenzoic acid and tosylmethylisocyanide for comp 143b.
19:12 Finished with comp 143b and began to weigh out crotonic acid for comp 143c.
19:25 Finished with comp 143c and began to weigh out tosylmethylisocyanide and 4-chlorophenylacetic acid for comp 143d.
19:40 Finished with comp 143d and began to weigh out 2-methoxynaphthaldehyde, glycolic acid and tosylmethylisocyanide for comp 143e.
19:55 Finished comp 143e and took a picture of the 5 vials.
no log of when second pic was taken
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